Motorola :: Phone Pouch Killing Battery On Milestone

I recently bought this generic phone pouch with a belt clip and every once in a while the battery and phone will be completely dead. The pouch covers the phone entirely except for the top which is open and I can slide the phone into the pouch from the top. I am sure that the pouch does not have a magnet ie the phone is not coming out of sleep while in the pouch. Even in Airplane mode and all wireless devices turned off the phone dies. I cannot understand and believe this. The pouch is relatively tight and the only thing I can think of is that somehow the side camera button and/or rocker volume switch combination is being "pressed" while in the pouch and causes the phone to turn on and die.

If the phone battery doesn't die the battery is down by 40% with no use at all during the day ie I always use the phone in Airplane mode while at work. I do not answer the phone while working.What could be causing this? I can just go buy a new pouch but this totally does not make any sense to me.